Synthesis of some novel Schiff bases containing 1,2,4-triazole ring

Abstract

4-Allyl-5-piridine-4-yl-4H-1,2,4-triazole-3-thiol was prepared under facile condition via the formation of 2-isonicotinoyl-N-allylhydrazinecarbothioamide. In addition, ethyl[(4-allyl-5-pyridine-4-yl-4H-1¸2¸4-triazole-3-yl)thio]acetate was synthesized via the reaction of 4-allyl-5-piridine-4-yl-4H-1,2,4-triazole-3-thiol with ethyl chloroacetate. 2-[(4-Allyl-5-pyridine-4-yl-4H-1,2,4-triazole-3-yl)thio]acetohydrazide obtained by using ethyl[(4-allyl-5-pyridine-4-yl-4H-1¸2¸4-triazole-3-yl)thio]acetate as a precursor by two steps, was converted to Schiff base derivatives, 6a-j. All synthesized compounds were characterized by elemental analyses, IR spectroscopy, 1H NMR and 13C NMR spectroscopy. The cis/trans conformers of E isomer were present in DMSO solution of compounds 6a-j.